Room temperature palladium-catalyzed cross coupling of aryltrimethylammonium triflates with aryl grignard reagents

Abstract

Figure Presented. Aryltrimethylammonium triflates and tetrafluoroborates were found to be highly reactive electrophiles in the Pd-catalyzed cross coupling with aryl Grignard reagents. The coupling reactions proceed at ambient temperature with a nearly stoichiometric quantity of Grignard reagent, and diverse functionality is tolerated. Competition experiments established the reactivity of PhNMe3OTf relative to PhCl, PhBr, PhI, and PhOTf. © 2010 American Chemical Society.